Location: Sarasota , 34231
Do Not Show Listings
3122 REGATTA CIR, SARASOTA, FL 34231
$685,000139 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,399
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
1541 CARIBBEAN DR, SARASOTA, FL 34231
$5,500,00020 Days on yellowkey MLS ID: A4695466
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6035 Built: 2004 Tax: $41,012 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$41,012
Elementary School: None
High School: None
Middle School: None
Remarks: Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daria Fairchild (941-650-7207)
7460 MARIANA DR, SARASOTA, FL 34231
$499,990315 Days on yellowkey MLS ID: A4662030
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1418 Built: 1971Monthly Fee: $6 Tax: $2,167 (2024)Community: Gulf Gate WoodsSpa: YesSingle Family
Taxes:$2,167
Tax Year: 2024
Remarks: Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby.
Listing is courtesy of: ENVISION REALTY PARTNERS LLC (941-840-3188)
Listing Agent: Alex Zvak (941-928-3739)
2822 SAFE HARBOR CIR, SARASOTA, FL 34231
$369,90033 Days on yellowkey MLS ID: A4694591
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1970Monthly Fee: $6 Tax: $3,108 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$3,108
Remarks: One or more photo(s) has been virtually staged. Lowest priced (active) home in Gulf Gate and the seller will provide a credit for a shingle roof (for the main roof) at closing or replace the main roof with a shingle roof prior to closing. Look no further for this "priced to sell" home that is available for immediate occupancy ... don't wait; just won't last! Split Plan, "Built by Richmond", Air conditioner (York 14 Seer 2.5 ton Package unit w/8kw heat kit) replaced 2019 & the plumbing replaced overhead 1995. The location is on a quiet cul-de-sac and is ideal with little traffic. Primary Bedroom Suite offers a bay window and is 20 x 11 with a walk-in-closet. Both bathrooms are large. Wonderful neighbors and the enforced deed restricted community keeps the homes nice. Membership is optional at $75 a year but the deed restrictions must be followed. Sidewalks line the neighborhood and Gulf Gate is a community of good neighbors! World renowned Siesta Key beaches are within 10 minutes and cultural downtown Sarasota is only 20 minutes away and it offers fine dining, entertainment, shopping, movie theaters, opera, Selby Gardens and more! Make this Gulf Gate Gem yours today!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
6283 GREEN VIEW CIR S #102, SARASOTA, FL 34231
$179,90015 Days on yellowkey MLS ID: D6147713
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1973Monthly Fee: $656 Tax: $260,930 (2024)Community: Village In The PinesVilla
Taxes:$260,930
Remarks: One or more photo(s) has been virtually staged. Bright and Open floor plan, immaculate villa has many updates including new in 2025 roof, refrigerator, washer and dryer. Other important upgrades included are whole house re-pipe, new plumbing from the villa to outside. (no cast iron) Primary bath has been remodeled with walk in shower, updated kitchen with recent granite. Great versatile floor plan, Tile floors throughout all main areas, this well maintained villa is ready for a new owner who would like a wonderful carefree lifestyle in this active over 55 community with large heated pool, clubhouse with lovely new updates. Just minutes to Siesta key and its world famous white sand beaches. Plus walk to Publix and restaurants. Great south Sarasota location. Sellers will also entertain an annual rental.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Gail Cristello (941-400-8878)
5425 MATTHEW CT, SARASOTA, FL 34231
$595,00014 Days on yellowkey MLS ID: N6144628
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1996Monthly Fee: $33 Tax: $3,460 (2025)Community: Forest OaksSpa: NoSingle Family
Taxes:$3,460
Remarks: Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bath saltwater pool home ideally situated on a quiet cul-de-sac in the highly desirable Forest Oaks community. Offering 1,634 square feet of living space, this inviting residence combines comfort, privacy, and the best of Florida living in one of Sarasota’s most sought-after locations. Nestled in a peaceful neighborhood with mature landscaping and minimal through traffic, this home offers a wonderful sense of privacy while remaining just minutes from Sarasota’s premier attractions. The thoughtfully designed split-bedroom floor plan provides an ideal balance of togetherness and personal space. At the heart of the home, the updated kitchen features tall soft-close cabinetry, granite countertops, newer appliances, and a natural gas stove, making it perfect for both everyday living and entertaining. The adjacent living and dining areas flow effortlessly to the covered lanai and screened saltwater pool, creating a seamless indoor-outdoor lifestyle that Florida homeowners love. The spacious primary suite serves as a private retreat, offering direct access to the lanai and pool area. The en-suite bathroom features a walk-in shower, ample vanity space and a walk-in closet with built-in organizers, providing convenient storage and everyday functionality. Two additional guest bedrooms and a well-appointed second bathroom are thoughtfully located on the opposite side of the home, ensuring comfort and privacy for family and visitors. Step outside to enjoy the beautiful saltwater pool, creating a private retreat to relax, unwind, and enjoy Florida’s year-round sunshine. The screened lanai offers a comfortable setting for morning coffee, outdoor dining, or entertaining family and friends. Updates provide added value and peace of mind, including a full roof replacement in 2018, new A/C system (2024), and new water heater (2024). Hurricane preparedness is enhanced with electric shutters on the front entry and lanai, along with manualy operated shutters for the windows. No carpet, tile flooring throughout the entire home. The home is connected to natural gas and is located in an X Flood Zone, meaning flood insurance is typically not required by lenders. Location is truly exceptional. Just a short drive away you’ll find the world-famous beaches of Siesta Key Beach, upscale shopping and dining at St. Armands Circle, waterfront restaurants and marina activities at Marina Jack, as well as downtown Sarasota’s vibrant arts, dining, and cultural scene. Nearby parks, golf courses, medical facilities, and top-rated schools further enhance this outstanding location. Whether you’re looking for a year-round residence, winter getaway, or investment opportunity, this exceptional home offers the perfect combination of location, comfort, and lifestyle. Schedule your private showing today and discover everything this wonderful Forest Oaks property has to offer.
Listing is courtesy of: GULF SHORES REALTY ERA POWERED (941-212-1922)
Listing Agent: Emilia Hankiewicz (941-323-3734)
2103 LUSITANIA DR, SARASOTA, FL 34231
$899,90012 Days on yellowkey MLS ID: A4696955
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1969 Tax: $6,524 (2025)Community: Phillippi GardensSpa: NoSingle Family
Taxes:$6,524
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: You won’t believe this waterfront opportunity in central Sarasota. With almost half an acre of land on a nice wide part of Phillippi Creek, this home offers the pairing of fantastic central location and tons of opportunity to expand. Upon entering the fenced driveway area to this home, you will notice a classic Sarasota ranch-style home. When you take one look into the back yard you might be amazed the abundant open space, trees, park-like setting and water views. This one story block home has been updated to include laminate floors throughout, a new 2024 metal roof, nice recessed can lighting, stainless steel kitchen appliances, and fresh exterior paint. The floor plan includes a dining room area as well as an oversized laundry area and two-car garage. This property could be ideal for boaters or water enthusiasts who, subject to permitting, could add a dock and boat lift. Just a short cruise to the mouth Phillippi Creek will allow access to Sarasota Bay and ultimately the Gulf! This body of water is often very tranquil and is great for paddle-boarding, fishing, kayaking, or just watching the water drift by. The location allows for easy access to US41 and is just minutes from Siesta Key, Downtown Sarasota, and all sorts of convenient dining and retail. There’s a lot to love about this slice of paradise, come and set up your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
2920 GULF GATE DR, SARASOTA, FL 34231
$495,00013 Days on yellowkey MLS ID: A4696797
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1572 Built: 1965 Tax: $4,521 (2025)Community: Gulf GateSingle Family
Taxes:$4,521
Remarks: Welcome to this stunning, fully renovated home that feels brand new from top to bottom. Featuring 3 bedrooms, 2 beautifully updated bathrooms, and a bright, open-concept floor plan, this home is perfectly designed for both comfortable everyday living and effortless entertaining. The spacious Florida room extends your living space and overlooks a large paver patio, creating the perfect setting for outdoor gatherings in the private, fully fenced backyard. Thoughtfully updated throughout, this move-in-ready home boasts new hurricane rated windows, a stylish kitchen with new appliances, fully remodeled bathrooms, tile flooring, restored terrazzo floors, a paver driveway and patio, and a whole-house water filtration system. The chef-inspired kitchen showcases white shaker-style solid wood cabinetry, elegant granite countertops, a custom tile backsplash, stainless steel appliances, a generous pantry, and a large center island with breakfast bar seating—ideal for casual dining and entertaining. Located in a highly desirable Sarasota area, you'll enjoy convenient access to shopping, dining, top-rated schools, and the vibrant cultural attractions of downtown Sarasota, including theaters, opera, and museums. Best of all, you're just minutes from world-famous Siesta Key Beach, consistently ranked among the best beaches in the country. This exceptional home combines modern updates, indoor-outdoor living, and an unbeatable location—everything today's buyers are looking for. Call for a private showing!
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
2534 WANETA DR, SARASOTA, FL 34231
$495,000156 Days on yellowkey MLS ID: A4678870
REDUCED by $10,000 (2.0%) on 06/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1667 Built: 1962 Tax: $4,454 (2025)Community: Phillippi Gardens 06Single Family
Taxes:$4,454
Remarks: One or more photo(s) has been virtually staged. Live the Siesta Key lifestyle—just minutes from Siesta Key Beach, this updated pool home offers the rare combination of NO HOA, oversized lot space, and move-in-ready upgrades in one of Sarasota’s most desirable locations. For buyers searching for a Siesta Key area home with room for an RV or boat, private outdoor living, and beach-close convenience, this property checks the boxes. Set on a fully fenced 10,400 SF lot, the home features a wide driveway with space for RV parking, extra vehicles, or recreational storage—features that are increasingly hard to find this close to the beach. The freshly painted exterior (2025) creates strong curb appeal, while the durable metal roof (only 8 years old) adds long-term value and peace of mind. Inside, the home feels bright, fresh, and welcoming with newly painted interior walls and beautifully restored terrazzo floors that have been professionally shined and waxed(2026). Buyers looking for charm, easy maintenance, and true Florida character will appreciate this timeless feature. The private screened swimming pool and lanai were remodeled in 2025, creating a turnkey outdoor retreat ready for year-round enjoyment. Host gatherings, unwind after a beach day, or enjoy a quiet morning coffee poolside—this is the indoor-outdoor lifestyle buyers want in Sarasota. Additional highlights include an updated new electrical panel (2025), dedicated laundry room, and a flexible office/den ideal for remote work, hobbies, fourth bedroom, and or guest accommodations. Conveniently located near Gulf Gate dining and shopping, with Siesta Promenade nearby, this property is equally appealing as a primary residence, vacation getaway, or investment opportunity. No HOA. Pool home. Oversized lot. RV parking. Minutes to Siesta Key. Rarely does one home have this much flexibility, location, and lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Karlenn Peluso (941-356-5345)
3174 PEACHTREE ST, SARASOTA, FL 34231
$468,00047 Days on yellowkey MLS ID: A4692949
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1988 Tax: $4,143 (2025)Community: Flora-Villa SubSingle Family
Taxes:$4,143
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. An actual peach! This lovely sunshine-y home on Peachtree Street is ready for new memories to be made. Located right in the heart of Sarasota, the neighborhood of South Gate Ridge is 10 minutes from everything. This lofty, light filled house is one block from the locally adored Bee Ridge Park, where neighbors gather to play in local softball games; enjoy an evening walk with the puppy; push their kiddos on the swing; or tend to their vegetables in the robust community garden. Tucked back on this spacious lot, this home feels private and peaceful. Once inside, the open and airy floor plan is punctuated by an open loft that is framed by a beautiful wood bannister, adding warmth and dimension to the entire space. A LARGE Primary Suite with West facing windows, wide closets, and a newly remodeled double vanity bathroom, sits on the main level. The already sizable living room, anchored around a stone fireplace, feels even more voluminous with vaulted ceilings and large windows. A BRAND NEW kitchen has been recently completed featuring soft close cabinets and drawers with built in organizers. Coastal blue tiles add a vibrant pop of color that will be on trend for years to come. Upstairs, two large bedrooms share the cozy loft space as well as the freshly RENOVATED second bathroom. Large, New Impact Sliders open up the entire back of the home to the large private backyard with an awesome deck and room for a pool. A true two car garage has its own loft space for extra storage and the brand new washer and dryer conveys with the sale. NEW ROOF in 2023!! Fresh paint inside AND out. All this home needs is you ;) This peach of a property could not be cuter and is completely move-in ready!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
7170 WOOD CREEK DR #40, SARASOTA, FL 34231
$259,900302 Days on yellowkey MLS ID: A4661603
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1340 Built: 1984 Tax: $3,179 (2024)Community: Woodside Terrace Ph 2Condo
Taxes:$3,179
Remarks: $15K PRICE REDUCTION!! Needs Updating. Watch the sun go down from your west facing, glassed in Florida room; in Woodside Terrace. This quiet community is located on the South Side of Gulf Gate, just minutes from all the Restaurants and Stores in Gulf Gate. Discover the perfect blend of comfort, and convenience in this 2-bedroom, 2-bath condo with an attached 2-car garage, located in the highly sought-after 55+ maintenance-free community of Woodside Terrace in Gulf Gate. This Condo has an Open Floor Plan, with a screened in front porch to your front entrance, and an enclosed Florida Room off the Living room. A spacious two car garage with an attic for plenty of room for all your possessions. Both bedrooms have Plantation Shutters, and Walk in Closets with spacious baths for your comfort. This is a quiet neighborhood with a lovely pool area to enjoy a refreshing swim. All this is just a few minutes to Siesta Beach, Publix, shopping and restaurants. Convenient to everything. The washing Machine is a brand new GE with glass top loader that makes very little noise, in the enclosed Laundry room, off the Kitchen. Contact me today, to schedule a viewing, and make this residence your own!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: John Mcsweeney (248-917-7329)
5800 HOLLYWOOD BLVD #214, SARASOTA, FL 34231
$217,00027 Days on yellowkey MLS ID: TB8510864
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976Monthly Fee: $741 Tax: $2,332 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$2,332
Remarks: Located in the highly desirable Baywood Colony community, this rare ground-floor condo offers the perfect blend of convenience, comfort, and Sarasota lifestyle. Just minutes from world-renowned Siesta Key Beach, this 1-bedroom, 1-bath residence is one of the only units in the community featuring a private in-unit washer and dryer - a highly sought-after upgrade. Enjoy easy first-floor access, an open and bright layout, open concept living, and your own private exterior storage unit for bikes or beach gear. Ideally situated West of the Trail and adjacent to Phillippi Estate Park, residents enjoy quick access to waterfront dining, shopping, downtown Sarasota, the Farmers Market, and endless outdoor activities. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this move-in ready condo delivers location, lifestyle, and rare added conveniences in one of Sarasota's most desirable areas.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)
Listing Agent: Tara Kurtz (904-894-3399)
3451 CLARK RD #249, SARASOTA, FL 34231
$129,90042 Days on yellowkey MLS ID: C7526191
REDUCED by $10,000 (7.1%) on 06/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $462 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Remarks: Come check out this cozy 2nd floor condo located in the beautiful city of Sarasota, FL. This condo offers 1 bedroom, 1 bathroom and over 760 SqFt of under air living space. The interior is nicely done, the Kitchen features stainless steel appliances and a beautifully laid backsplash. Relax and enjoy the canal view on your Balcony with your favorite beverage! The community offers a Pool, Tennis Courts and much more. Here, you are only 5 miles to one of the most top rate beaches in the USA, Siesta Key Beach that offers that perfect powdery white sand. You are also only minutes away from Grocery stores, Restaurants, Fast Food and entertainment. Come transform this gem into the perfect home for you. Don't delay, show this one today!
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
2424 ASHTON RD, SARASOTA, FL 34231
$2,442,50061 Days on yellowkey MLS ID: A4691268
REDUCED by $200,000 (7.6%) on 06/08/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2872 Built: 2026 Tax: $5,146 (2025)Community: Phillippi CrestSpa: YesSingle Family
Taxes:$5,146
Remarks: Pre-Construction. To be built. Pre-Construction | To Be Built by E/M Custom Homes. Rare opportunity to build a custom luxury estate on a private 1-acre homesite in a highly desirable Sarasota location with no HOA, no deed restrictions, and not located in a flood zone. The property also offers the potential to be subdivided into four separate parcels, creating exceptional future investment and development opportunities. The lot is available separately for $900,000. This thoughtfully designed floor plan features an open-concept layout with a spacious great room accented by decorative coffered ceilings, a gourmet kitchen with a large center island, quartz countertops, and premium wood cabinetry. The home includes 3 bedrooms, a dedicated den, bonus room, and a 3-car garage, providing flexibility for a home office, gym, media room, or additional living space. Outdoor living is enhanced by a covered lanai and summer kitchen, perfect for entertaining and enjoying the Florida lifestyle. With no deed restrictions, there is ample room for a pool, detached garage, guest house, RV, or boat storage. Ideally located just 2.5 miles from Siesta Key Beach, minutes from Downtown Sarasota, and with convenient access to I-75. Situated within a highly rated school district with access to sought-after magnet schools. Built by E/M Custom Homes, renowned for quality craftsmanship and personalized design-build services. Buyers still have time to customize floor plans, finishes, and selections to create their dream home. Photos are of a recently completed model and are for illustrative purposes only. Other floor plans and customization options are available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Pat Rodriguez (941-685-5805)
3351 THORNWOOD RD #3351, SARASOTA, FL 34231
$359,00087 Days on yellowkey MLS ID: A4687754
REDUCED by $16,000 (4.3%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1983 Tax: $3,457 (2025)Community: Crooked Creek Sec 3Spa: NoVilla
Taxes:$3,457
Elementary School: Southside Elementary
Remarks: Hey… have you heard about this little hidden gem called Crooked Creek? Tucked away alongside the natural beauty of Red Bug Slough, this community is one of Sarasota’s best-kept secrets—and this rarely available end-unit villa might just be the one you’ve been waiting for. Offering 3 bedrooms, 3 bathrooms, and a 2-car garage, this spacious residence just under 1,700 sq ft lives large with a flexible layout that’s hard to find. Two of the bedrooms are generous ensuites, perfect for guests or multi-generational living, while the third bedroom offers versatility as a home office or den with its own patio. Inside, you’ll love the no-carpet lifestyle with stylish vinyl plank and tile flooring throughout, complemented by two skylights that fill the home with natural light. Enjoy the large enclosed sunroom as well as an open outdoor private patio, ideal for morning coffee or unwinding in the peaceful, lush surroundings of mature Florida landscaping. This amazing community was Designed by renowned Sarasota School of Architecture architect Tim Seibert, and this villa blends timeless design with a serene, nature-inspired setting. The lifestyle? It’s just as impressive. Residents enjoy a heated pool, pergolas, large Gazebo, wooden footbridge, scenic walking paths, and the tranquility of nearby Red Bug Slough Preserve—all while being minutes from shopping, dining, and Siesta Key beaches. The HOA offers exceptional value, covering roof maintenance, exterior building care, ground maintenance, private roads, cable, and WIFI, Pest control, and trash, making for truly low-maintenance living. Plus, no age restrictions—this is NOT a 55+ community. Opportunities like this don’t come around often… especially in Crooked Creek. Come take a look—you may just fall in love.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
2121 PALM TER, SARASOTA, FL 34231
$625,000112 Days on yellowkey MLS ID: A4684433
REDUCED by $5,000 (0.8%) on 06/12/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1681 Built: 1950 Tax: $5,120 (2025)Community: Harbor OaksSingle Family
Taxes:$5,120
Remarks: Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, maintained HVAC, and a new 28-gallon water heater (2026). The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location. SELLER IS NOW OFFERING $5,000 TOWARDS CLOSING COSTS AND RATE BUY DOWN.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Samantha Markbreit (845-558-4828)
2149 WASON RD, SARASOTA, FL 34231
$577,000132 Days on yellowkey MLS ID: A4682139
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $20,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Remarks: Under contract-accepting backup offers. Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
5800 HOLLYWOOD BLVD #112, SARASOTA, FL 34231
$159,00026 Days on yellowkey MLS ID: A4695217
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976 Tax: $1,728 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$1,728
Remarks: Welcome to effortless Sarasota living at 5800 Hollywood Blvd—an inviting 1-bedroom, 1-bath condo ideally positioned for both comfort and convenience. This well-appointed residence offers a light and functional layout, perfect as a primary home, seasonal retreat, or investment opportunity—your chance to own a piece of paradise. Enjoy a relaxed coastal lifestyle just minutes from the world-renowned Siesta Key Beach, where powdery white sands and turquoise Gulf waters await. Everyday conveniences are at your doorstep, with an array of shopping, dining, and entertainment options nearby, creating the perfect balance of tranquility and accessibility. The interior offers a comfortable living space with a seamless flow, providing a welcoming environment to unwind or entertain. Whether you're enjoying a quiet morning or returning after a day at the beach, this residence delivers easy, low-maintenance living in a highly desirable location. An exceptional opportunity to own a piece of paradise in Sarasota at an attractive price point, close to everything that makes this area so sought after.
Listing Agent: Maryana Zilinskiy (941-744-6065)
3262 CROSS CREEK DR #3262, SARASOTA, FL 34231
$200,00022 Days on yellowkey MLS ID: TB8512221
3 Days Off yellowkey (back on 6/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $624 Tax: $1,327 (2025)Community: Crooked Creek Sec 6Townhouse
Taxes:$1,327
Remarks: Under contract-accepting backup offers. Virtually Staged. Embrace the ultimate Sarasota lifestyle in this 2 Bedroom, 2 Bathroom condo in the serene and very private Cross Creek community - A 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. The community itself is nestled among native foliage in a secluded environment with a charming wooden bridge. This 1,027 SqFt. retreat features bright, open living spaces along with a walk-in closet, in-unit laundry, and sliding doors to a covered screened lanai that overlooks tranquil creek and water views. The unit features a highly functional layout with a living/dining room combo. There is a covered carport and ample guest parking. Enjoy direct access to the gated 72 acre Red Bug Slough Preserve which is perfect for birdwatching, hiking, and walking your dog. Despite this natural oasis, you are nearby the world-famous sands of Siesta Key Beach, Gulf Gate, downtown Sarasota and all of the premier dining and shopping that it has to offer. A true nature lover’s paradise.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Conner Mcbride (813-819-3489)
2852 NASSAU ST, SARASOTA, FL 34231
$352,50074 Days on yellowkey MLS ID: A4689690
REDUCED by $7,500 (2.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1996 Tax: $4,033 (2025)Community: Virginia Heights SubSingle Family
Taxes:$4,033
Remarks: Virtually Staged. PRICE IMPROVEMENT!! This beautifully updated two-story home offers 3 bedrooms, 2 bathrooms, and a spacious open loft across 1,344 square feet of living space. The primary bedroom is conveniently located on the first floor. The renovated kitchen features shaker-style cabinets, stainless steel appliances, and sleek quartz countertops, while both bathrooms have been tastefully updated. Luxury vinyl plank flooring runs throughout the first floor of the home and carpet on the 2nd, adding both style and durability. Enjoy the convenience of a one-car garage and relax on the private deck overlooking a peaceful preserve and running brook. Nestled on a quiet dead-end street, this home is ideally located less than 4 miles from Siesta Key Beach and close to shopping, dining, schools, hospitals, and downtown amenities.
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
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